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Vacation Rentals & Homes in Sag Harbor

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Vacation Rentals & Homes in Sag Harbor

About Sag Harbor

354 homes

Sag Harbor Home w/ Pool - 5 Mins to Downtown!

Sag Harbor house

4 bedrooms / 4 bathrooms / sleeps 8

Responds fast! avg. 9 minutes

Price per night from

$525

1 / 28

Sag Harbor with water views & perfect sunsets

Sag Harbor b and b

2 bedrooms / 1 bathroom / sleeps 4

Price per night from

$500

1 / 11

Elegant Designer Hamptons Retreat in Sag Harbor

Sag Harbor house

5 bedrooms / 7 bathrooms / sleeps 12

“Excellent vacation!” Beautifully decorated Designer home was fully furnished with great touches you would expect in a high end rental--soft linens and towels, mini ipods in docking stations around the house, fully stocked kitchen, fabulous pool and ba

Responds fast! avg. 2 hours 36 minutes

Price per night from

$2,429

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NEW! 4BR Sag Harbor Home-Access to Private Beach!

Sag Harbor house

4 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 13 minutes

Price per night from

$600

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NEW! 7BR Sag Harbor Home w/Pool & Tennis Court!

Sag Harbor house

7 bedrooms / 7 bathrooms / sleeps 14

Responds fast! avg. 51 minutes

Price per night from

$1,500

1 / 32

Cottage in the historic district

Sag Harbor house

2 bedrooms / 1 bathroom / sleeps 4

Price per night from

$600

1 / 11

Sag Harbor with perfect water view and sunset

Sag Harbor b and b

4 bedrooms / 2 bathrooms / sleeps 7

Price per night from

$600

1 / 14

NEW! Sag Harbor Home w/ Deck, Dock & Private Beach

Sag Harbor house

4 bedrooms / 2 bathrooms / sleeps 7

Responds fast! avg. 9 minutes

Price per night from

$245

1 / 24

Rum Runners Bungalow

Sag Harbor house

2 bedrooms / 1 bathroom / sleeps 4

Price per night from

$500

1 / 11

5 Min to Bridgehampton n Sag Harbor 8 Min Ocean

Sag Harbor house

4 bedrooms / 5 bathrooms / sleeps 9

Responds fast! avg. 3 hours 29 minutes

Price per night from

$1,000

1 / 19

Private Home In Sag Harbor / Southampton With Pool & Jacuzzi

Sag Harbor house

6 bedrooms / 4 bathrooms / sleeps 12

Price per night from

$1,250

1 / 44

Sag Harbor designer home, Chef's kitchen & one block from the water

Sag Harbor house

5 bedrooms / 2 bathrooms / sleeps 10

Responds fast! avg. 1 hour 3 minutes

Price per night from

$1,499

1 / 14

ROMANTIC LUXURY RETREAT WITH POOL & WATER VIEWS, 1 MILE FROM SAG HARBOR VILLAGE

Sag Harbor house

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$795

1 / 15

Newly Built Sag Harbor Home Steps From The Bay!!!

Sag Harbor house

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 1 hour 54 minutes

Price per night from

$643

1 / 13

East Hampton/Sag Harbor Village Fringe

Sag Harbor house

6 bedrooms / 7 bathrooms / sleeps 12

Responds fast! avg. 3 hours 39 minutes

Price per night from

$2,997

1 / 26

Beech Tree Cottage

Sag Harbor cottage

2 bedrooms / 1 bathroom / sleeps 4

“Loved this place” This is the perfect little getaway for those who wish to avoid the pretentiousness of East Hampton and Southampton and still enjoy everything that the Hamptons has to offer. Best things - very cute little cottage. Good enough spa

Price per night from

$500

1 / 15

Sag Harbor Village Fringe, Great Location

Sag Harbor house

4 bedrooms / 4 bathrooms / sleeps 8

Responds fast! avg. 3 hours 39 minutes

Price per night from

$2,000

1 / 19

Sag Harbor Perfect For Extended Family and Friends

Sag Harbor house

5 bedrooms / 6 bathrooms / sleeps 10

Responds fast! avg. 3 hours 29 minutes

Price per night from

$1,500

1 / 29

Hampton's Paradise sag Harbor, Southampton

Sag Harbor house

6 bedrooms / 4 bathrooms / sleeps 12

Price per night from

$1,000

1 / 7

Fantastic Sag Harbor 3 bed w Pool & great location

Sag Harbor house

3 bedrooms / 3 bathrooms / sleeps 6

Price per night from

$1,000

1 / 12

Chic and Modern Beach retreat with heated Pool

Sag Harbor house

3 bedrooms / 2 bathrooms / sleeps 7

Responds fast! avg. 2 hours 57 minutes

Price per night from

$695

1 / 16

Sag Harbor Luxury Estate + Concierge Services

Sag Harbor house

5 bedrooms / 6 bathrooms / sleeps 12

Price per night from

$1,360

1 / 25

Sag Harbor European Designer's Home

Sag Harbor house

4 bedrooms / 4 bathrooms / sleeps 8

Price per night from

$1,665

1 / 18

Sag Harbor Village House of Love

Sag Harbor house

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$450

1 / 9

Summer in Sag Harbor - Sun Drenched Gem - Newly Renovated

Sag Harbor house

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$725

1 / 13

The Seashell House

Sag Harbor house

4 bedrooms / 3 bathrooms / sleeps 10

Price per night from

$850

1 / 39

Forest Guest Suite

Sag Harbor house

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$175

1 / 17

Village traditional on a quiet cul de sac

Sag Harbor house

4 bedrooms / 4 bathrooms / sleeps 8

Price per night from

$1,113

1 / 7

Blissful Beach House on the Bay with everything close by

Sag Harbor house

6 bedrooms / 4 bathrooms / sleeps 12

Price per night from

$999

1 / 15

Relaxing, Beach Cottage, 5 mins walk to Beach

Sag Harbor house

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$800

1 / 25

7mins to beach, Bike/Walk to Sag Harbor Village

Sag Harbor house

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$750

1 / 26

no longer avail property Sold !

Sag Harbor cottage

3 bedrooms / 4 bathrooms / sleeps 8

Price per night from

$899

1 / 17
Viewing 38 of 354

About Sag Harbor

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Sag Harbor is historic hamlet with a real maritime vibe. If you're hoping to experience a unique culture, a world away from normal life, this quirky little resort is certainly an option for you. FlipKey has a great selection of homes to choose from. Book today to secure your Sag Harbor stay.

About Sag Harbor

Sag Harbor is a small village located in Suffolk County, New York and has an extremely rich history which tourists are still eager to discover to this day. The first settlers arrived in the 1600s, and by the 1800s became one of the busiest ports in the world, still famed for its marine heritage.

Thanks to years of preservation and care, the majority of the architecture from the 18th and 19th centuries still remains, which include the likes of Greek Revival Houses and Victorian homes for the rich.

The area within and around Sag Harbor has a great deal of nature, as well as many endangered species such as the eastern tiger salamander. Nature preserves in Sag Harbor include Barcelona Neck Preserve, Sag Harbor Woods Preserve and Cilli Farm. Here, you may be able to spot mammals such as the white-tailed deer, red fox, eastern coyote, mink and a variety of bat species.

What to do

If you're interested in seeking out the cultural sights of the region, why not visit the Sag Harbor Fire Department Museum? Built in 1833, this building was created due to four severe blazes which broke out in the 1800s. Now, it serves as a museum and displays a wide range of fire equipment and other interesting pieces to view.

There's also the Sag Harbor Whaling and Historical Museum, located in an 1845 building. Here, you can explore displays of marine heritage with boat displays, models and furnishings as well as special exhibits.

If you're looking to see more of the area, you may decide on taking a trip to the local rocky beach known as Foster Memorial Beach. Or, if you're looking for a taste of adventure, the most popular activities here are kayaking and boating out to Long Island. You will enroll in a two-day course which is ideal for beginners.

Top Sea Harbor travel tips

If you're looking to find a cheaper alternative than traveling to Suffolk County by plane, there is a bus which departs from Manhattan and will drop you off at Sag Harbor. The round-trip fare is just $53 per person.

It would be advised to have a car to get around Sag Harbor, due to the remoteness of the town. This would also be advised if you plan on exploring the other local areas or are hoping to venture out further.

The peak season to travel to this particular region is between May-September, so always book far in advance.

Sag Harbor is the idealized quiet town you may have always wished to escape to; especially if you live in a busy city. Here, you can explore history culture and even try your hand at water-sports if you dare... Book your Sag Harbor vacation rental with FlipKey to start your next trip.

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